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2600 Kentucky Derby Way, Oshawa
$845,000
3 Beds ⋅ 3 Baths ⋅ E13724112 MLS
Welcome to 2600 Kentucky Derby Way, a bright and spacious detached home in the highly desirable Windfields community of North Oshawa. Originally offered as a 4-bedroom layout, this home was upgraded through the builder to a spacious 3-bedroom configuration, creating larger bedrooms and enhanced living space. The open-concept main floor features 9-ft ceilings, generous living and family areas, large windows, shutters and plenty of natural light throughout. The upgraded kitchen features quartz countertops, ample upgraded cabinetry, under-cabinet lighting, large-format tile and stainless steel appliances. The adjoining breakfast area offers sliding doors with a walkout to the fenced backyard, perfect for everyday family living and entertaining. Upstairs, the spacious primary bedroom features a walk-in closet and 4-piece ensuite with separate shower and tub. Two additional generously sized bedrooms, a second 4-piece bathroom with double vanity, and a convenient second-floor laundry room with window, built-in storage and counter complete the upper level. Additional features include a separate basement entrance offering potential for an in-law suite or future basement apartment, basement cold room, two basement windows including one larger window, front porch and an existing Tesla Wall Connector with 240V connection. Ideally located near Ontario Tech University, Durham College, Costco, shopping, parks, public transit and the new Cedar Valley Secondary School, scheduled to open September 2026, with convenient access to Highways 407 and 412 and approximately a 20-minute drive to Whitby GO Station. A fantastic opportunity to own a spacious family home in one of North Oshawa's most sought-after communities.

2600 Kentucky Derby Way, Oshawa

667 Brasswinds Trail, Oshawa
$897,900
4 Beds ⋅ 4 Baths ⋅ E13721684 MLS
Amazing value in this property with greenbelt views, a backyard pond, hot tub & a walkout basement! This exceptionally well-laid-out home offers the perfect blend of comfort, space and flexibility. The bright open-concept main floor features a beautifully renovated eat-in kitchen with quartz countertops, ceramic backsplash, under-cabinet lighting and a walkout to the deck overlooking the peaceful pond and greenbelt - perfect for your morning coffee or evening relaxation. Hardwood stairs lead to an open upper landing overlooking the main floor, adding to the spacious feel. The oversized primary bedroom features a large walk-in closet and a generous ensuite bathroom. Convenient main-floor laundry provides direct access to the double garage. The finished walkout basement offers plenty of additional living space for multi-generational living or a future in-law suite, with large above-grade windows, a 3-piece bathroom and lots of storage space in the back room. Over 3250 sq ft of finished living space in this home! Enjoy the private backyard oasis with a pond, greenbelt views and a hot tub. Or, you could easily convert the pond area back to grass and an incredible raised garden area. Waterproof membrane on the upper deck keeps the walkout area and hot tub dry during rain showers. This quiet street is just steps away to a walking trail that leads to a park and playground. Schools, shopping and amenities are all within walking distance. Highway 407 and 401 are less than 10 minutes away. Updates include: Furnace (July 2024), C/A (2025), rental HWT (2024), breaker panel (approx. 2007), shingles (approx. 5 years)

667 Brasswinds Trail, Oshawa

816 SIMCOE Street N, Oshawa
$823,888
4 Beds ⋅ 2 Baths ⋅ E13712292 MLS
Welcome to a rare opportunity to own a Certified Two-Unit Dwelling that seamlessly combines exceptional lifestyle, multi-generational living, and outstanding income potential. Whether you're looking to accommodate extended family, offset mortgage costs with rental income, or expand your investment portfolio, this versatile property offers endless possibilities. Designed with flexibility in mind, the home features two selfcontained living spaces, making it ideal for multi-generational families seeking both togetherness and privacy. Parents, adult children, in-laws, or tenants can enjoy independent living arrangements under one roof while benefiting from shared outdoor amenities and generous space. Outside, you'll discover a true backyard retreat. The resort-inspired setting includes a sparkling in-ground pool, covered deck for year-round entertaining, change room, workshop, and an expansive yard with potential for future enhancements such as a garden suite (buyer to verify). Whether hosting family gatherings or enjoying peaceful evenings at home, this outdoor oasis delivers the perfect balance of recreation and relaxation. Adding even more value, the property features an income-generating solar panel system that helps offset operating costs while supporting a sustainable lifestyle. With parking for up to 11 vehicles, there is ample space for multiple families, guests, tenants, or home-based business needs .Properties offering a Two-Unit Dwelling Certificate are increasingly sought after for their flexibility, legal status, and long-term financial advantages. Live comfortably in one unit while generating rental income from the other, accommodate multiple generations with ease, or maximize the property's investment potential .

816 SIMCOE Street N, Oshawa

828 Wildflower Court, Oshawa
$829,000
3 Beds ⋅ 3 Baths ⋅ E13712166 MLS
Welcome to this elegant Centennial/Beau Valley gem, beautifully situated on a quiet court in one of Oshawa's desirable neighbourhoods. Offering a gracious layout and an abundance of versatile living space, this 3 bedroom, 3 bathroom home is designed for both sophisticated entertaining and comfortable family living. The impressive brick and stone exterior is complemented by a generous wraparound front porch extending to both sides of the home -a charming and inviting outdoor space that adds character and curb appeal. Step inside to 9-foot ceilings, beautiful main floor hardwood floors and an airy, refined sense of space. The main level offers generous living and formal dining areas, creating an elegant setting for entertaining family and friends. A striking, Scarlett O'Hara-inspired staircase adds an architectural focal point and a touch of old-world grandeur. Upstairs, a spacious bonus rec/family room offers exceptional flexibility. Use it as a media/games room, home office, children's retreat or additional family gathering space -the possibilities are yours. The lower level offers more potential, with its generous footprint and existing layout, there is an opportunity to create a separate entrance and a private living area for extended family, guests or a future secondary living arrangement, subject to the necessary approvals. Outside, discover your own peaceful retreat - a surprisingly private and spacious outdoor setting tucked into the heart of the city. Whether enjoying morning coffee, entertaining friends or simply escaping the pace of everyday life, this is outdoor space you'll truly appreciate. Ideally located within walking distance to schools, churches and everyday amenities, with Costco, Highway 401 and Highway 407 just minutes away. Golf enthusiasts will enjoy nearby Kedron Dells Golf Club. Elegant, versatile and wonderfully located, this is a home that offers both character and opportunity - with space to grow, entertain and make it truly your own.

828 Wildflower Court, Oshawa

1473 Greenvalley Trail, Oshawa
$899,000
4 Beds ⋅ 3 Baths ⋅ E13681944 MLS
Welcome to 1473 Greenvalley Trail! A stunning, move-in-ready 2+2 bedroom bungalow in a highly sought-after North Oshawa neighbourhood. This exceptional property offers the ultimate blend of modern upgrades, backyard luxury, and incredible multi-generational living potential. Step inside to a bright and inviting main floor featuring gleaming hardwood floors and sleek, modern pot lights that perfectly illuminate the space. At the heart of the home is a beautifully updated kitchen, complete with newer appliances, quartz counters, ample cabinetry, and a layout designed for both everyday family meals and entertaining guests. The true game-changer of this property is the fully finished lower level. Featuring a private, separate side entrance, the basement boasts a self-contained 1-bedroom in-law apartment-the ideal setup for extended family, older teenagers, or a private guest suite. But the space doesn't stop there! The lower level also includes an additional, massive open-concept rec room or 3rd bedroom separate from the private self-contained in-law apartment. Whether you need a home office, a private gym, a playroom, or a secondary primary suite, this bonus flex space easily adapts to your growing family's exact needs. Step outside into your own private summer oasis. The fully fenced backyard is an entertainer's dream, highlighted by a gorgeous semi-inground pool. Just imagine hosting weekend family BBQs, relaxing on the deck, and enjoying private staycations all summer long. Located in a fantastic, family-friendly community close to parks, top-rated schools, shopping, and major transit routes. Homes offering this rare combination of premium interior upgrades, a private pool, and a fully functional in-law suite do not last long. Don't miss your chance to make this dream home yours!

1473 Greenvalley Trail, Oshawa

1855 Dalhousie Crescent, Oshawa
$824,999
4 Beds ⋅ 3 Baths ⋅ E13615990 MLS
Licensed. Leased. Income from day one. Rare opportunity to acquire a detached home currently licensed under the City of Oshawa's Residential Rental Housing License (RRHL) program for four rental bedrooms, ideally located within walking distance of Durham College and Ontario Tech University. This property offers immediate rental income from closing and presents an excellent opportunity for investors seeking an established income-producing property in one of Durham Region's strongest student rental markets. Configured with three bedrooms on the upper level and a fourth licensed bedroom in the finished basement, the home also features an additional basement bathroom, wet bar and separate family room. Complete with an attached garage and a large backyard. Parking for up to five vehicles (four in the driveway and one in the garage) provides added convenience for tenants and future owners alike. The property is currently licensed for four rental bedrooms under the City's RRHL program. The licence is due for renewal in September 2026, and the seller is willing to assist the purchaser with the City's licensing process. Beyond its investment appeal, this detached home also offers long-term flexibility. Continue operating it as a licensed rental property or hold it as a future family home in a desirable north Oshawa neighbourhood close to parks, schools, shopping, restaurants, transit and everyday amenities. A unique opportunity to acquire a licensed rental property with immediate income today and long-term flexibility for tomorrow.

1855 Dalhousie Crescent, Oshawa

180 Glenwood Crescent, Oshawa
$870,900
5 Beds ⋅ 4 Baths ⋅ E12855530 MLS
Set on a rare 100 x 175 ft lot in Oshawa's established Bessborough Park neighbourhood, just steps from the nearby ravine and surrounded by mature trees. Fully renovated from top to bottom, this home combines modern finishes with the space and privacy that make properties like this so desirable. Inside, the main floor opens into a bright open-concept living, dining, and kitchen space filled with natural light. Seamless recessed pot lighting throughout gives the home a clean modern feel, while the updated kitchen features sleek cabinetry, stainless steel appliances, and a generous island that naturally becomes the heart of the home for everyday living and entertaining. Upstairs you'll find 3 well-sized bedrooms and 3 bathrooms, while the fully finished basement with its own separate entrance adds valuable flexibility with 2 additional bedrooms, a kitchen, and a separate living area-ideal for extended family, multi-generational living, or private guest space. The home also includes two separate laundry areas with two washers and two dryers, adding convenience for larger households. The backyard truly sets this property apart. Sitting on an impressive 100 x 175 ft lot, it offers outdoor space rarely found in the area, with privacy created by the surrounding greenery and endless potential to relax, entertain, or create your own outdoor retreat. Located in a family-friendly neighbourhood close to parks, schools, and convenient highway access for commuters. Homes with this level of renovation on a lot of this size in Bessborough Park rarely come available-and this one is best experienced in person to appreciate the space and setting. Exterior photos are digitally staged/edited with AI.

180 Glenwood Crescent, Oshawa

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